
Family-friendly holiday rentals in Gubbio
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Top-rated family-friendly rentals in Gubbio
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Family-friendly home rentals with a hot tub

La piazzetta in the medieval castle of Saragano
This was a really lovely airbnb stay. The home is on a tiny pedestrian square in a quiet town with beautiful views nearby of the surrounding countryside. A great perk to have the local swimming pool available to use on hot days.

Villa in Montepulciano with a Pool
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!

VacanzeNelVerdeGenga2 /4guests Exclusive
Claudia’s home was absolutely wonderful and so was she! We stayed for 4 days— too short a time—and ended up spending much of our time at the house. Claudia had excellent recommendations for local food and activities (including homemade pasta at the local market, which we loved cooking in the beautiful kitchen) and was always available to answer questions. The location is well situated— less than an hour from a variety of sights, from the frassasi caves to beaches and hillside towns scattered around Umbria and Marche. Wineries, olive groves, biking, hiking, etc. Plenty of activities to keep you busy, but our favorite thing was to enjoy the home, listen to the birds, and watch the sunset from the pool or hot tub. We also loved being here in early/mid May, when temps can be a bit cool but tourist crowds are still small. Highly recommend.

A Cosy flat
Had a super 8 night stay here. Paola, the host, is everything you can hope for from an Airbnb host. Super communicative, welcoming and helpful. Her and her husband helped me with a medical issue, which was so kind and appreciated. Wow! Just wow! The apartment is quiet and I slept good at night. It has every amenity that I needed. It is clean and in a safe location. They really put love and attention into this place and it shows. Highly recommended.

B&B "Alle cime"
Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)

Country house near Perugia and Trasimeno Lake
this place is really a hidden gem. it's on the top of a mountain, very private, very quiet. the house itself is very clean, very well equiped and even better then in the pictures. if you are looking for rest, peace and quiet, go there. the pool, the garden, the terasses, are perfect. Also valentina and family are extremely friendly and fast to help with anything. would definitly recomend

Charming House in Montepulciano
Our family loved staying in Fernanda’s apartment! My husband and I had visited Montepulciano two years ago, stayed at Fernanda’s place and loved it so much we came back with our three boys. Everything is so lovely and welcoming and Fernanda is the best hostess. She even made local dinner reservations for us. Thank you for everything, Fernanda!!

La Terrazza su Chiusi - panoramic apartment
Chiusi may not be a major hilltop town but it is very special because it lacks the tourists. We had plenty of restaurants to visit in the week we stayed, and lots of historic sights to see. You do need a car to visit surrounding towns but the peacefulness of Chiusi makes it delightful. Rafaels place is perfect with the balcony and sublime views. He was an exceptional host who did not impose on our privacy but always friendly and helpful. I would highly recommend this place and town.
Family- and pet-friendly home rentals

Vineyards Paradise
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!

Villa Costanzi: Beautiful Rural Apartment!
Paolo's place is really a nice place to be. It's very peaceful with a very good atmosphere. It's in walking distance from supermarket and pharmacy and cafes/bars. Paolo is very thorough and helpful and nice to talk with. Thanks for all your help, Paolo. Thomas.

Loft in Assisi, WIFI stunning views and silence
Great stay, beautiful view!

Villa Patrizia: Tuscany farmhouse apt 2
This place was truly incredible. The location, the beauty, the pool I enjoyed every moment. I even cried a couple of times from pure happiness. Huge thanks to the hosts for their care and warm hospitality. Everything was spotless, peaceful, and filled with a sense of calm. It truly felt like a little piece of paradise.

Loggia of the Comacine Masters
We enjoyed this quaint spot near the basilica. It had everything we needed. Great amenities including coffee and breakfast items and local recommendations.

Romantic cosy flat - Toscana Italy
This air B&B was in a beautiful area of Tuscany with breathtaking views. The property had many areas to sit and enjoy the rolling hills.

Casa dei 5 Sensi - Trasimeno view
What a beautiful place! Great view of the lake. Sergio was incredibly friendly and responsive. He gave us local recommendations and even made us a fruit salad. I will definitely be booking with Sergio again the next time we are in Umbria.

Residence In cerca d'Autore
We absolutely loved our week stay here and couldn't have been happier. It was spacious, beautifully furnished and steps away from nearby restaurants and shops. Best of all was the huge terrace –it had insanely gorgeous views of the Tuscany landscape which never got old. Looked forward to our morning coffee and early evening aperitivo with the views of the Tuscan landscape. The views were fabulous (including a nice sunrise if you're an early riser)! We didn't have reservations for dinner one night and wandered just across the street to Rosso Rubino Trattoria. The owners could not have been nicer, and the food was delicious. Berardino graciously held us a spot in the coveted "Parcheggio 7" and drove our luggage up the hill upon arrival. He gave us a tour of the apartment and several great recommendations. It was a very welcoming start to our stay. It was the perfect base for exploring Tuscany and hope to return soon.
Family-friendly home rentals with a pool

Charming cottage in the Assisi countryside
It is such a glorious place. We were stunned, and so happy and calm for the three days we had there. The landscape around the house, and the waterfall, was breathtaking. Thank you Ella and all the family!

Apartment for 2 with pool, privacy and dream views
Great view of the valley, great swimming pool and Christian and his family are very nice!

Cottage "Girasole" in Tuscany
We had a great stay in Clarissa and Antonio's cottage which is located in a beautiful and quiet place but close to the center of the village of Radicofani. You can walk there and find small shops and good restaurants. The cottage is well-equipped, clean and very pleasant. We were greeted by Sara and Marcello who are very friendly and very nice. We really appreciated the little welcome touches. The cottage is very well located geographically to visit the main villages of Tuscany and enjoy beautiful landscapes. We were able to enjoy the pool at the end of the stay, which was very nice. We will be happy to stay with Clarissa and Antonio again.

Gino's House ...... Relaxing just 5 min. da Gubbio
Our stay at Gino's House in Gubbio was a real delight! Daniela and Gino's warm welcome made us feel like longtime friends. The accommodation, nestled in the greenery, was impeccably clean, comfortable, and well-equipped. The pool, a haven of peace, allowed us to relax after our days of sightseeing. The location is ideal, close to the historic center of Gubbio while being quiet. Gino and Daniela gave us great tips for discovering the region, enriching our stay with beautiful tours. During our two weeks, we particularly enjoyed the cooking class offered by our hosts, where we learned how to make fresh pasta while sharing a friendly moment. We will keep an unforgettable memory of this experience and highly recommend this place to all lovers of authentic Italy. If you are looking for comfort, authenticity, and discovery, look no further!

Palazzo Scagliae Castle Gubbio Huge
Our stay at this medieval castle was truly unforgettable. The hosts were exceptionally welcoming and went above and beyond to help us when our car had mechanical issues. The back terrace offered breathtaking views, and the serenity of the location made it the perfect retreat, far from any hustle and bustle. The beds were super comfortable, ensuring a great night's sleep. Living in a medieval castle was an incomparable experience, and we loved the friendly visits from Pepita, the dog. The only minor inconvenience was the limited hot water supply for six people, but it didn't overshadow our wonderful stay. Highly recommended!

Assisi 20 km|Suite with pool immersed in nature
We loved our stay at La Dolce Colline! Filippo and Stefano were brilliant hosts, and so helpful, especially with all of our questions. The surroundings were beautiful, full of trees, plants, butterflies, interesting insects (including hundreds of fireflies at night!), birds and other wildlife. The pool was perfect and a great way to relax. And then we went truffle hunting with the family and their dog Luna too which was amazing - we even found a black truffle! We would love to come again with our families to explore the area more and enjoy the well-equipped house. Grazie mille!

Luxury Apartment with Pool - the Black Mulberry
We had a lovely stay at Alessandro's property and felt welcome from the very beginning. The BnB has stunning views around the whole property and I can absolutely recommend to book this apartment. It is well equipped with everything you need.

AGRITURISMO LA BICOCCA L'Olivo Apartment
Nothing but positive things to say about our beautiful stay at Susan and Salvatore’s slice of heaven. The most stunning panoramic views of the lake and countryside. Something straight out of Pinterest or a magazine :) They were always super responsive and more than happy to help with local recommendations. It’s a great base to explore Umbria and Tuscany by car as it’s basically on the border to both. We would go back in a heartbeat. Thanks again for a beautiful stay :)
Quick stats about holiday rentals that are family-friendly in Gubbio
Total rentals
40 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
880 reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Lake Trasimeno
- Fiera Di Rimini
- Malatestiano Temple
- Misano World Circuit
- Monti Sibillini national park
- Frasassi Caves
- Riminiterme
- Miramare Beach
- Palacongressi Della Riviera Di Rimini
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- Fiabilandia
- Monte Prata Ski Area
- Basilica of St Francis
- Tenuta Le Velette
- Villa delle Rose
- Portoverde
- Mount Subasio
- Chiesa San Giuliano Martire
- Cantina Colle Ciocco
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Furlo Gorge Nature Reserve
- Cantina de' Ricci
- Spiaggia Della Rosa